CAS 20350-15-6: Brefeldin A

Description: Brefeldin A is a fungal metabolite originally isolated from the mold *Brefeldia maxima*. It is a potent inhibitor of protein transport from the endoplasmic reticulum to the Golgi apparatus, making it a valuable tool in cell biology research. The compound is characterized by its ability to disrupt the Golgi structure and function, leading to the accumulation of proteins in the endoplasmic reticulum. Brefeldin A has a complex structure, featuring a lactone ring and multiple functional groups that contribute to its biological activity. It is soluble in organic solvents such as dimethyl sulfoxide (DMSO) and has been shown to have effects on various cellular processes, including cell signaling and apoptosis. Additionally, Brefeldin A has been studied for its potential therapeutic applications, particularly in cancer and viral infections, due to its ability to modulate intracellular trafficking pathways. However, its use is primarily confined to laboratory settings for research purposes.

Formula: C₁₆H₂₄O₄

InChI: InChI=1S/C16H24O4/c1-11-5-3-2-4-6-12-9-13(17)10-14(12)15(18)7-8-16(19)20-11/h4,6-8,11-15,17-18H,2-3,5,9-10H2,1H3/b6-4+,8-7+/t11-,12+,13-,14+,15+/m0/s1

InChI key: InChIKey=KQNZDYYTLMIZCT-KQPMLPITSA-N

SMILES: O=C1OC(C)CCCC=CC2CC(O)CC2C(O)C=C1

Synonyms:

• (1R,2E,6S,10E,11aS,13S,14aR)-1,13-dihydroxy-6-methyl-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f]oxacyclotridecin-4-one
• (1R,2E,6S,10E,11aS,13S,14aR)-1,6,7,8,9,11a,12,13,14,14a-Decahydro-1,13-dihydroxy-6-methyl-4H-cyclopent[f]oxacyclotridecin-4-one
• (1R,2E,6S,10E,13S)-1,13-dihydroxy-6-methyl-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f]oxacyclotridecin-4-one
• (1R,2E,6S,10E,13S,14aR)-1,13-dihydroxy-6-methyl-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f]oxacyclotridecin-4-one
• (1R,2Z,6S,11aR,13S,14aR)-1,13-dihydroxy-6-methyl-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f]oxacyclotridecin-4-one
• (1S,2E,6S,10E,11aS,13S,14aR)-1,13-dihydroxy-6-methyl-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f]oxacyclotridecin-4-one
• 1,6,7,8,9,11a,12,13,14,14a-Decahydro-1,13-dihydroxy-6-methyl-4H-cyclopent [f]oxacyclotridecin-4-one
• 4H-Cyclopent[f]oxacyclotridecin-4-one, 1,6,7,8,9,11a,12,13,14,14a-decahydro-1,13-dihydroxy-6-methyl-, (1R,2E,6S,10E,11aS,13S,14aR)-
• 4H-Cyclopent[f]oxacyclotridecin-4-one, 1,6,7,8,9,11a,12,13,14,14a-decahydro-1,13-dihydroxy-6-methyl-, [1R-(1R*,2E,6S*,10E,11aS*,13S*,14aR*)]-
• 4H-Cyclopent[f]oxacyclotridecin-4-one, 1,6,7,8,9,11aβ,12,13,14,14aα-decahydro-1β,13α-dihydroxy-6β-methyl-
• Ascotoxin
• Brefeldin
• Cyanaein
• Cyanein
• Decumbin
• NSC 107456
• NSC 244390
• NSC 56310
• NSC 89671
• Nectrolide
• Synergisidin
• Brefeldin A

Brefeldin A, 98%

CAS: 20350-15-6

Brefeldin A mediated apoptosis has been observed in human tumor cellsIt is an antibiotic used …

• Formula: C₁₆H₂₄O₄
• Purity: 98%
• Color and Shape: Crystals or powder or crystalline powder or granules, White to pale yellow
• Molecular weight: 280.36

Brefeldin A

CAS: 20350-15-6

• Formula: C₁₆H₂₄O₄
• Purity: 100.0%
• Color and Shape: Whitish amorphous solid
• Molecular weight: 280.0

4H-Cyclopent[f]oxacyclotridecin-4-one,1,6,7,8,9,11a,12,13,14,14a-decahydro-1,13-dihydroxy-6-methyl-,(1R,2E,6S,10E,11aS,13S,14aR)-

CAS: 20350-15-6

• Formula: C₁₆H₂₄O₄
• Purity: 99%
• Color and Shape: Solid
• Molecular weight: 280.3593600000001

Brefeldin A

CAS: 20350-15-6

• Formula: C₁₆H₂₄O₄
• Purity: By hplc: 99.47% (Typical Value in Batch COA)
• Color and Shape: white powder
• Molecular weight: 280.36g/mol

Brefeldin A

CAS: 20350-15-6

• Purity: ≥98%
• Molecular weight: 280.36g/mol

Brefeldin A

CAS: 20350-15-6

• Formula: C₁₆H₂₄O₄
• Purity: (HPLC) ≥ 98%
• Color and Shape: White powder
• Molecular weight: 280.36

Brefeldin A

CAS: 20350-15-6

• Formula: C₁₆H₂₄O₄
• Purity: >98.0%(HPLC)
• Color and Shape: White to Almost white powder to crystal
• Molecular weight: 280.36

Brefeldin A, natural

CAS: 20350-15-6

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. …

• Formula: C₁₆H₂₄O₄
• Color and Shape: Powder or crystalline powder, White to almost white
• Molecular weight: 280.36

Brefeldin A

CAS: 20350-15-6

Brefeldin A (Cyanein) belongs to the class of macrolide antibiotics and is an ATPase inhibitor …

• Formula: C₁₆H₂₄O₄
• Purity: 96.45% - 99.89%
• Color and Shape: White Solid
• Molecular weight: 280.36

Brefeldin A

CAS: 20350-15-6

Inhibits protein translocation from ER to Golgi; fungal metabolite

• Formula: C₁₆H₂₄O₄
• Purity: Min. 95%
• Color and Shape: Powder
• Molecular weight: 280.36 g/mol

Brefeldin A

CAS: 20350-15-6

Applications A macrolide isolated from Penicillium brefeldianum. It affects the vesticular transport of the Golgi …

• Formula: C₁₆H₂₄O₄
• Color and Shape: Neat
• Molecular weight: 280.36